79868-78-3

Basic information

• Product Name: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL
• Synonyms: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL;(2S)-1,1,3-Triphenyl-2-amino-1-propanol;(S)-1,1,3-Triphenyl-2-amino-1-propanol;(S)-2-Amino-1,1,3-triphenyl-1-propanol,99%e.e.
• CAS NO: 79868-78-3
• Molecular Formula: C₂₁H₂₁NO
• Molecular Weight: 303.4
• Product Categories: Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 79868-78-3.mol
• Article Data: 32

Chemical Properties

• Melting Point: 139-144 °C(lit.)
• Boiling Point: 502.3 °C at 760 mmHg
• Flash Point: 257.6 °C
• Appearance: /
• Density: 1.145 g/cm³
• Vapor Pressure: 6.57E-11mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL(79868-78-3)
• EPA Substance Registry System: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL(79868-78-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 79868-78-3(Hazardous Substances Data)

Usage

General Description

(S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL is a chiral compound with a molecular structure containing a central carbon atom bonded to three phenyl groups, an amino group, and a hydroxyl group. This chemical is commonly used as a chiral auxiliary in organic synthesis to control the stereochemistry of reactions and produce enantiomerically pure compounds. It is also used as a chiral ligand in asymmetric catalysis, particularly in the synthesis of pharmaceuticals and other fine chemicals. (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL has a wide range of potential applications in drug discovery, medicinal chemistry, and materials science due to its unique stereochemical properties and selectivity.

InChI:InChI=1/C21H21NO/c22-20(16-17-10-4-1-5-11-17)21(23,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20,23H,16,22H2/t20-/m0/s1

Upstream product

• 3081-24-1 H-Phe-OEt 
• 100-58-3 phenylmagnesium bromide 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 108-86-1 bromobenzene 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 87877-11-0 Phe-Chlor 
• 63-91-2 L-phenylalanine 
• 57728-37-7 DL-2-Amino-1,1,3-triphenyl-1-propanol 
• 13033-84-6 D-phenylalanine methyl ester hydrochloride 
• 21685-51-8 D-phenylalanine methyl ester 
• 673-06-3 D-(R)-phenylalanine 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 

Downstream Products

• 191090-38-7 (S)-(-)-5-benzyl-4,4-diphenyl-1,3-oxazolidinone 
• 191274-50-7 (S)-4,4-diphenyl-5-benzyloxazolidin-2-thione 
• 191274-51-8 (R)-4,4-diphenyl-5-benzyloxazolidin-2-thione 
• 1009079-81-5 N-(1S)-(1-benzyl-2-hydroxy-2,2-diphenyl-ethyl)-C-[(1S,4R)-7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 1043446-67-8 (S,S)-2-{[(2-(dimethylamino)-5-methylphenyl)naphthalen-1-ylmethyl]amino}-1,1,3-triphenylpropan-1-ol 
• 1043446-68-9 (S)-2-{(R)-[(2-(dimethylamino)-5-methylphenyl)naphthalen-1-ylmethyl]amino}-1,1,3-triphenylpropan-1-ol 

Relevant articles and documents

Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes

Simple primary β-amino alcohols act as an efficient organocatalysts in the asymmetric Michael addition of β-keto esters with nitroalkenes affording highly pure chiral Michael adducts. Also, both enantiomers of the adducts were obtained, depending on the specific catalyst used and reaction temperature.

Total Synthesis of the Marine Macrolide Amphidinolide F

A new and efficient convergent approach toward the synthesis of amphidinolide F is described through the assembly of three fragments. The two trans-tetrahydrofurans were built by a diastereoselective C-glycosylation with titanium enolate of bulky N-acetyloxazolidinethiones. The side chain was inserted by a Liebeskind-Srogl cross-coupling reaction. A sulfone condensation/desulfonylation sequence, a Stille cross-coupling, and a macrolactonization were applied to connect the fragments.

Simple primary β-amino alcohol catalyzed enantioselective Diels-Alder reaction of 3-hydroxy-2-pyridones

The simple primary β-amino alcohol catalyzed Diels-Alder reaction of 3-hydroxy-2-pyridones as dienes with N-substituted maleimides to provide the highly substituted optically active isoquinuclidines as a single diastereomers in excellent enantioselectivities (up to 98%) with excellent chemical yields (up to 95%) was demonstrated. A range of simple β-amino alcohols were synthesized from the corresponding inexpensive amino acids and their catalytic activity was examined for this reaction.